Italy Tours in Winter
Planning for a trip to Italy during Winter? We offer 200 tour packages to Italy departing in Winter that have 3,300 customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Italy on your Winter holiday.
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Select from 210+ tours
Most popular Italy Winter Tours
Join one of these handpicked Italy Winter tour packages, tailored to the season.
Curated by Alessandra Galassi
Italy travel expert at Bookmundi
Rome, Venice, and Florence headline the 'Classical Italy' trip—a 5-day sightseeing tour ideally suited for seniors seeking a taste of Italy’s best cities. With all logistics, hotels, and meals included, this group trip allows you to relax and enjoy the highlights stress-free. The real draw is the concise itinerary—offering maximum cultural impact in a short, easy-paced journey designed to delight mature travelers.
Tour Type
Group Tour
5 days
The Amalfi Coast’s dramatic cliffs and pastel villages are yours to discover on the “Walking the Amalfi Coast” tour, an eight-day trekking adventure starting and ending in Bomerano. Designed for experienced travelers, this moderate-level trip features expertly guided walks through storied towns like Positano, Ravello, and Amalfi itself.
Follow ancient paths across hillsides, explore the haunting remains of Pompeii, and ascend Mount Vesuvius for sweeping views over the Bay of Naples. The highlight is the legendary Path of the Gods, hailed as one of the world’s greatest coastal walks. Enjoy the warm hospitality of a family-run hotel in the quiet village of Bomerano, away from crowded tourist spots.
All accommodations, meals, and transport are included, ensuring a relaxed and immersive experience. The main activity is trekking, supported by decades of local expertise. A special feature of the tour is the combination of iconic walks and authentic Italian hospitality, making it a standout for lovers of both nature and culture.
For a trip that blends Italy’s best scenery, history, and cuisine, this Amalfi Coast adventure is hard to beat.
Tour Type
Group Tour
8 days
Experience the full spectrum of Italian wonders on the 'Wonders of Italy' tour, an 11-day guided city sightseeing adventure starting and ending in Rome. Journey through Lucca, Florence, and Venice, cruise along Cinque Terre’s coastline, and savor a glass of Tuscan Chianti. Perfect for travelers who seek rich experiences at an easy pace, this tour package covers hotels, meals, and all transport. The unique selling point is the hands-on discovery of local crafts, including Venetian glassblowing, which adds depth to the exploration. For anyone longing for an immersive Italian journey, this trip brings the country’s artistry and flavors to life.
Tour Type
Group Tour
11 days
From the cobbled streets of Rome to the breathtaking vistas of Salerno, 'Golden Italy' is a 15-day sightseeing adventure crafted for seniors. This group tour brings you through Perugia and five additional Italian gems, with all hotels, transport, and meals arranged for a seamless experience. The USP is its extensive coverage—providing a comprehensive, easy-paced exploration of Italy’s most beloved cities and regions, perfect for travelers seeking a longer, more immersive Italian journey.
Tour Type
Group Tour
15 days
Embark on a captivating journey that takes you from the piazzas of Rome to the canals of Venice. Discover the rolling hills of the scenic Tuscan and Umbrian countryside. Explore medieval hill towns and visit Assisi, the birthplace of St. Francis. Spend time at a historic winery in the heart of the Chianti region and enjoy a chef-led cooking class with lunch. Discover the masterpieces of the Renaissance in Florence. See glass transformed into exquisite art on Murano Island. Linger in iconic Venice for two nights. Journey to the shores of glamorous Lake Como. Encounter a land rich in history, culture, art, and romance.
Tour Type
Group Tour
10 days
Discover some of Italy’s essentials during this six-day cultural trip. Visit the Eternal City of Rome, the National and the Vatican Museums. Explore Florence’s unique artistic and cultural centre. Discover the small medieval town of San Gimignano and stop by a typical Tuscan winery where you will visit the cellars and vineyards. Marvel at Siena’s gorgeous architecture and beautiful Main Square.
Tour Type
Group Tour
6 days
Immerse yourself in the timeless allure of Italy with the "Best of Italy" tour, a 13-day journey beginning and ending in Rome. Designed for those eager to experience Italy’s cultural and culinary riches, this group sightseeing trip covers everything from ancient Roman wonders to the Renaissance beauty of Florence. Stroll the historic streets of Assisi, bask in the luxury of Capri’s island life, and enjoy a private guided exploration of Pompeii—a city forever frozen in volcanic time. With accommodation, transport, and meals handled for you, this tour package allows for effortless discovery and indulgence. Its standout feature? Exclusive guided access to world-famous sites and hidden gems, ensuring a truly comprehensive Italian adventure for discerning travelers.
Tour Type
Group Tour
13 days
From the sun-drenched hills of Tuscany to the glamour of Capri, 'Italy Bellissimo' is an 11-day city sightseeing tour that captures the spirit of Italy. Starting and ending in Rome, this easy-paced trip takes you through Venice, Montecatini, and more, with highlights including olive oil tasting in an authentic Italian Borgo and evenings spent with new friends. Tailored for those who love culture and conviviality, the tour package covers accommodation, meals, and all transport. Its unique selling point is the seamless blend of classic Italian sights and genuine local experiences, making it an irresistible choice for anyone enchanted by Italy’s charm.
Tour Type
Group Tour
11 days
Venice and Rome form the bookends of 'The Essential of Italy,' an 11-day guided group tour crafted for the senior traveler. This trip allows you to experience Italy’s cultural heart with thoughtfully arranged accommodation, transport, and meals. The sightseeing itinerary balances famous landmarks with local flavor, ensuring you enjoy Italy’s charm without overexertion. The USP is the stress-free structure—providing seniors with a worry-free way to see Italy’s highlights and hidden gems, all at a gentle, enjoyable tempo.
Tour Type
Group Tour
11 days
Experience the best of Italy and Switzerland on this eight-day city sightseeing tour, beginning and ending in Rome. The 'Italy and Switzerland ROT' package is designed for seniors seeking an easy-paced, immersive journey through two iconic European destinations.
Explore Rome’s ancient wonders before heading north to Switzerland’s pristine landscapes, with all accommodations, meals, and transport taken care of. Guided tours provide rich insights into the history and culture of each region, while comfortable hotels ensure restful nights after days of discovery.
The unique selling point? The effortless transition between Italy’s artistic treasures and Switzerland’s natural beauty, making this an ideal trip for those who value both culture and comfort.
Tour Type
Group Tour
8 days
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Experience authentic Italian living on the "Local Living Italy—Sorrento" trip, a seven-day trekking and hiking adventure based in the enchanting town of Sorrento. Perfect for travelers who yearn to go beyond surface sightseeing, this guided tour immerses you in the rhythms of daily life along the Amalfi Coast.
Your journey begins and ends in Naples, with highlights including coastal walks, an excursion to the fashionable island of Capri, and a guided visit to the archaeological marvel of Pompeii. The experience is elevated by your stay on an organic lemon farm, where a local family hosts you and introduces you to the secrets of limoncello making and the joys of Italian agriturismo.
With all accommodations, transport, and meals taken care of, you’re free to soak up the region’s stunning landscapes and savor its renowned cuisine. The unique selling point of this tour package lies in its deep cultural immersion—offering you the chance to live, eat, and explore like a true local. If you’re searching for a trip that blends trekking, culinary delights, and authentic hospitality, this Sorrento adventure is the perfect way to live your Italian dream.
7 days
Experience the full spectrum of Italian wonders on the 'Wonders of Italy' tour, an 11-day guided city sightseeing adventure starting and ending in Rome. Journey through Lucca, Florence, and Venice, cruise along Cinque Terre’s coastline, and savor a glass of Tuscan Chianti. Perfect for travelers who seek rich experiences at an easy pace, this tour package covers hotels, meals, and all transport. The unique selling point is the hands-on discovery of local crafts, including Venetian glassblowing, which adds depth to the exploration. For anyone longing for an immersive Italian journey, this trip brings the country’s artistry and flavors to life.
11 days
Discover some of Italy’s essentials during this six-day cultural trip. Visit the Eternal City of Rome, the National and the Vatican Museums. Explore Florence’s unique artistic and cultural centre. Discover the small medieval town of San Gimignano and stop by a typical Tuscan winery where you will visit the cellars and vineyards. Marvel at Siena’s gorgeous architecture and beautiful Main Square.
6 days
The Amalfi Coast’s dramatic cliffs and pastel villages are yours to discover on the “Walking the Amalfi Coast” tour, an eight-day trekking adventure starting and ending in Bomerano. Designed for experienced travelers, this moderate-level trip features expertly guided walks through storied towns like Positano, Ravello, and Amalfi itself.
Follow ancient paths across hillsides, explore the haunting remains of Pompeii, and ascend Mount Vesuvius for sweeping views over the Bay of Naples. The highlight is the legendary Path of the Gods, hailed as one of the world’s greatest coastal walks. Enjoy the warm hospitality of a family-run hotel in the quiet village of Bomerano, away from crowded tourist spots.
All accommodations, meals, and transport are included, ensuring a relaxed and immersive experience. The main activity is trekking, supported by decades of local expertise. A special feature of the tour is the combination of iconic walks and authentic Italian hospitality, making it a standout for lovers of both nature and culture.
For a trip that blends Italy’s best scenery, history, and cuisine, this Amalfi Coast adventure is hard to beat.
8 days
From the sun-drenched hills of Tuscany to the glamour of Capri, 'Italy Bellissimo' is an 11-day city sightseeing tour that captures the spirit of Italy. Starting and ending in Rome, this easy-paced trip takes you through Venice, Montecatini, and more, with highlights including olive oil tasting in an authentic Italian Borgo and evenings spent with new friends. Tailored for those who love culture and conviviality, the tour package covers accommodation, meals, and all transport. Its unique selling point is the seamless blend of classic Italian sights and genuine local experiences, making it an irresistible choice for anyone enchanted by Italy’s charm.
11 days
Rome, Florence, Venice—names that conjure centuries of art, culture, and history. The Jewels of Italy tour is a 7-day guided adventure that encapsulates the essence of Italy’s most enchanting cities, designed with both seniors and experienced travelers in mind. Explore the Leaning Tower of Pisa, marvel at Florence’s Duomo, and glide through Venice’s Grand Canal. With comfortable accommodation, included meals, and expert guides, this easy-paced trip ensures you enjoy every landmark without the rush. The USP: a thoughtfully curated tour package that delivers Italy’s timeless magic in just one unforgettable week, perfect for families and culture lovers alike.
7 days
Let the Amalfi Coast cast its spell on you during this 8-day food-focused tour, designed especially for seniors seeking both relaxation and cultural immersion. Departing from Naples and ending in Bomerano, this trip weaves through the glamorous island of Capri, the romantic streets of Ravello, and the legendary ruins of Pompeii and Herculaneum.
Based in the peaceful village of Agerola at a family-run hotel, you’ll enjoy a slower pace, savoring fresh Italian cuisine and admiring stunning coastal panoramas from iconic trails like the Path of the Gods. Explore chic Capri by boat, meander through fragrant lemon groves, and delve into the region’s storied past with guided visits to ancient archaeological wonders.
What distinguishes this tour package is its thoughtful blend of culinary delights, scenic walks, and cultural exploration—all tailored to provide comfort and meaningful connection. For those wishing to live la dolce vita while discovering one of Europe’s most dramatic shorelines, the Amalfi Coast awaits.
8 days
Immerse yourself in the timeless allure of Italy with the "Best of Italy" tour, a 13-day journey beginning and ending in Rome. Designed for those eager to experience Italy’s cultural and culinary riches, this group sightseeing trip covers everything from ancient Roman wonders to the Renaissance beauty of Florence. Stroll the historic streets of Assisi, bask in the luxury of Capri’s island life, and enjoy a private guided exploration of Pompeii—a city forever frozen in volcanic time. With accommodation, transport, and meals handled for you, this tour package allows for effortless discovery and indulgence. Its standout feature? Exclusive guided access to world-famous sites and hidden gems, ensuring a truly comprehensive Italian adventure for discerning travelers.
13 days
Italy’s timeless charm awaits on the "Italy Experience" tour, a 10-day city sightseeing trip spanning Venice to Rome. Perfect for those seeking a relaxed yet enriching exploration, this small-group adventure leads you through the canals of Venice, the dramatic cliffs of Cinque Terre, and the artistry of Florence. Enjoy hands-on moments like a cicchetti crawl and a pesto-making class, then wander Pisa’s Leaning Tower and the rolling hills of Umbria. Indulge in regional wines and cuisine before your grand finale in Rome. This tour package’s unique selling point is its perfect balance of cultural treasures and culinary delights—an Italian odyssey designed for indulgence and discovery.
10 days
Venice’s canals, Florence’s Renaissance art, Rome’s ancient wonders—Real Italy is a 10-day city sightseeing tour that invites you to experience the best of Italy, from start to finish. Departing and returning to Rome, this journey weaves through Florence, Venice, and the stunning Isle of Capri, with highlights including fast-track Vatican access and a visit to Pompeii’s ruins. Designed for seasoned travelers, accommodations, transport, meals, and expert guidance are all included, ensuring effortless exploration. The trip’s USP? The perfect blend of Italy’s iconic cities with coastal beauty and culinary delights, delivering a truly authentic Italian escape.
10 days
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Top Italy Tour Activities for Winter
From art architecture tours to cultural, religious historic sites and others, here are some popular tour activities in Italy with departures in Winter.
Italy Winter Tours for all Age Groups
Italy tours in Winter designed for all ages—families, young adventurers, seniors, and everyone in between.
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Reviews of our Italy Tours for Winter
Feedback from guests who toured Italy during Winter.
Tanya S. | Traveled in January
Well organised. Good mix of free time & organised time. When 1 boat trip was cancelled due to the operator not working on a public holiday another 1 was organised at another site the next day so we didnt lose out. Tour guide very attentive to our needs and interests. Excellent bus drivers.
Ethan R. | Traveled in January
A wonderful trip was had 😌 and deserve a raise! They are a great team. Thoughtful, caring, and kind. ☺️🙏 Keep up the good work guys. kept our coach in tip top shape and clean. And was so thoughtful. I am a vegetarian and she always checked in to make sure I got my meals taken care of. Thank you guys!
Anonymous | Traveled in January
The overall itinerary was great. We enjoyed ourselves. Just that we felt certain routes we travelled too long in the bus and we felt very tired, particularly the route from Varesse to Florence. We spent almost the entire day travelling in the bus.
Rushad I. | Traveled in January
Excellent itinerary. Covered all the important places and attractions to see. Brilliant choice of Hotels and restaurants. Just a bit off route to Southern Italy to Sorrento before heading to the northern part. Overall amazing trip.
Anonymous | Traveled in December
The whole trip was amazing, the people and staff had great energy and enthusiasm throughout the whole trip. I was blown away with how much historical knowledge the trip manager had and how easy it was to learn.
Marilyn T. | Traveled in December
I enjoyed the entire experience. My favorite was Pompeii. The weather is comfortable at that time of year. The tour activities were planned appropriately. The tour manager was outstanding!
Get a customized trip to Italy in Winter
Plan a multi-country or regional adventure across Italy in Winter, with help from a local expert.
Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
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